Plural Chalcogens Bonded Directly To Ring Carbons Of The Six-membered Hetero Ring Patents (Class 546/296)
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Publication number: 20040176326Abstract: N-substituted 3-hydroxy-4-pyridinones and metal chelates, methods of preparing N-substituted 3-hydroxy-4-pyridinones and metal chelates, and pharmaceutical compositions containing new N-substituted 3-hydroxy-4-pyridinones and/or their metal chelates. Use of N-substituted 3-hydroxy-4-pyridinones and their metal chelates as pharmaceutical agents for the treatment of diseases, such as parasitic and viral infections, conditions associated with inflammation and infection, and conditions mediated by cell-proliferation or collagen formation.Type: ApplicationFiled: March 18, 2004Publication date: September 9, 2004Applicant: Bristol-Myers Squibb CompanyInventor: Shuang Liu
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Patent number: 6770662Abstract: The present invention relates to a fungicide containing a novel benzoylpyridine derivative or its salt. The present invention provides a fungicide containing a benzoylpyridine derivative represented by the formula (I) or its salt: wherein X is a halogen atom, a nitro group, a substitutable alkoxy group, a substitutable aryloxy group, a substitutable cycloalkoxy group, a hydroxyl group, a substitutable hydrocarbon group, a substitutable alkylthio group, a cyano group, a carboxyl group which may be esterified or amidated, or a substitutable amino group; n is 1, 2, 3 or 4; R1 is a substitutable alkyl group; R2 is a substitutable alkyl group, a substitutable alkoxy group, a substitutable aryloxy group, a substitutable cycloalkoxy group or a hydroxyl group; and m is 1, 2, 3 or 4, provided that when m is at least 2, R2 may contain an oxygen atom to form a condensed ring.Type: GrantFiled: December 23, 2002Date of Patent: August 3, 2004Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Hisaya Nishide, Munekazu Ogawa, Hidemasa Kominami, Koji Higuchi, Akihiro Nishimura
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Patent number: 6765095Abstract: A compound of the formula (I) wherein A is O, S, CHR1 or NR2, R1 and R2 are H, lower alkyl, X1 and X2 are H, halogen, nitro, cyano, etc., Y1 is H, lower alkyl, Z1 and Z2 are H, halogen, cyano, hydroxy, lower alkyl, etc., and n is an integer of 2 to 4, a pharmaceutically acceptable salt thereof, a process for preparing the same, a pharmaceutical composition containing the same as an active ingredient, and an intermediate therefor. The compounds (I) of the present invention show a potent PDE IV inhibitory activity as well as an excellent bronchodilating activity, and hence, they are widely useful as a PDE IV inhibitor in the treatment or prophylaxis of allergic inflammatory diseases or organ inflammatory diseases, especially in the treatment or prophylaxis of pulmonary diseases accompanied by airway obstruction such as asthma.Type: GrantFiled: March 10, 2003Date of Patent: July 20, 2004Assignee: Dainippon Pharmaceutical Company, LimitedInventors: Motoji Kawasaki, Tomohiro Nigo
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Patent number: 6762178Abstract: Hydroxamic acids having the formula are useful in treating disease conditions mediated by TNF-&agr;, such as rheumatoid arthritis, osteoarthritis, sepsis, AIDS, ulcerative colitis, multiple sclerosis, Crohn's disease and degenerative cartilage loss.Type: GrantFiled: June 14, 2001Date of Patent: July 13, 2004Assignee: Wyeth Holdings CorporationInventors: Jeremy I. Levin, James M. Chen
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Patent number: 6756392Abstract: The invention relates to nicotinamide derivatives and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The nicotinamide derivatives according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions as well as for wounds healing.Type: GrantFiled: February 6, 2003Date of Patent: June 29, 2004Assignee: Pfizer IncInventor: Thomas V. Magee
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Patent number: 6747048Abstract: Novel pyridine-based thyroid receptor ligands are provided which have the general formula I wherein: X is oxygen (—O—), sulfur (—S—), sulfoxide (—S(O)—), sulfonyl (—SO2—), CR8R8 or NR8; Y is —NR8, oxygen (—O—), —CH2— or sulfur (—S—); Z is a bond or substituted or unsubstituted C1-4 alkyl; and wherein the substituents are as described herein. In addition, a method is provided for preventing, inhibiting or treating diseases or disorders associated with metabolism dysfunction or which are dependent upon the expression of a T3 regulated gene, wherein a compound as described above is administered in a therapeutically effective amount.Type: GrantFiled: May 7, 2003Date of Patent: June 8, 2004Assignee: Bristol-Myers Squibb CompanyInventors: Minsheng Zhang, Jon Hangeland, Yolanda Caringal, Todd Friends
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Publication number: 20040106648Abstract: This invention relates to certain dioxodihydropyridine derivatives and certain methacrylic acid and furan derivative precursors thereof, processes for their preparation, pharmaceutical compositions containing such compounds and their use as anti-proliferative agents, especially tumour growth inhibitors and anti-cancer agents, antibiotics and/or antiviral agents.Type: ApplicationFiled: September 15, 2003Publication date: June 3, 2004Applicant: EPX Research LimitedInventors: Washington Odur Ayuko, Michael John Tisdale, Eric Lattmann
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Publication number: 20040097560Abstract: Compounds of Formula (I) 1Type: ApplicationFiled: November 6, 2003Publication date: May 20, 2004Applicant: The Procter & Gamble CompanyInventors: Namal Chithranga Warshakoon, Rodney Dean Bush
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Patent number: 6730668Abstract: The present invention relates to compound which are capable of preventing the extracellular release of inflammatory cytokines, said compounds, including all enantiomeric and diasteriomeric forms and pharmaceutically acceptable salts thereof, have the formula: wherein R comprises ethers or amines; R1 is: a) substituted or unsubstituted aryl; or b) substituted or unsubstituted heteroaryl; each R2 unit is independently selected from the group consisting of: a) hydrogen; b) —(CH2)jO(CH2)nR8; c) —(CH2)jNR9aR9b; d) —(CH2)jCO2R10; e) —(CH2)jOCO2R10 f) —(CH2)jCON(R10)2; g) —(CH2)jOCON(R10)2; h) two R2 units can be taken together to form a carbonyl unit; i) and mixtures thereof; R8, R9a, R9b, and R10 are each independently hydrogen, C1-C4 alkyl, and mixtures thereof; R9a and R9b can be taken together to form a carbocyclic or heterocyclic ring comprising from 3 to 7 atoms; two R10 units can be take together to form a carbocyclic or heterocyclic ringType: GrantFiled: September 18, 2002Date of Patent: May 4, 2004Assignee: The Procter & Gamble CompanyInventors: Michael Philip Clark, Matthew John Laufersweiler, Jane Far-Jine Djung, Michael George Natchus, Biswanath De
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Patent number: 6723753Abstract: The invention relates to substituted polycyclic aryl and heteroaryl tertiary-heteroalkylamine compounds useful as inhibitors of cholesteryl ester transfer protein (CETP; plasma lipid transfer protein-I) and compounds, compositions and methods for treating atherosclerosis and other coronary artery diseases. Preferred tertiary-heteroalkylamine compounds are substituted N-benzyl-N-phenyl aminoalcohols.Type: GrantFiled: February 7, 2002Date of Patent: April 20, 2004Assignee: Pharmacia CorporationInventors: James A. Sikorski, Richard C. Durley, Deborah A. Mischke, Emily J. Reinhard, Yvette M. Fobian, Michael B. Tollefson, Lijuan Wang, Margaret L. Grapperhaus, Brian S. Hickory, Mark A. Massa, Monica B. Norton, William F. Vernier, Barry L. Parnas, Michele A. Promo, Ashton T. Hamme, Dale P. Spangler, Melvin L. Rueppel
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Patent number: 6716988Abstract: Imidazopyridine compounds that contain urea or thiourea functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.Type: GrantFiled: February 4, 2003Date of Patent: April 6, 2004Assignee: 3M Innovative Properties CompanyInventors: Joseph F. Dellaria, Chad A. Haraldson, Kyle J. Lindstrom, Bryon A. Merrill
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Patent number: 6716859Abstract: The present invention is directed to substituted N′-(arylcarbonyl)-benzhydrazides, N′-(arylcarbonyl)-benzylidene-hydrazides and analogs thereof, represented by the Formulae I and II: wherein Ar1, Ar2, and R1-R2 are defined herein. The present invention also relates to the discovery that compounds having Formulae I and II are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.Type: GrantFiled: May 10, 2002Date of Patent: April 6, 2004Assignee: Cytovia, Inc.Inventors: Sui Xiong Cai, John Drewe, Han-Zhong Zhang
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Publication number: 20040039028Abstract: Novel pyridine-based thyroid receptor ligands are provided which have the general formula I 1Type: ApplicationFiled: May 7, 2003Publication date: February 26, 2004Inventors: Minsheng Zhang, Jon Hangeland, Yolanda Caringal, Todd Friends
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Publication number: 20040010056Abstract: A colored dispersion comprising a polymer and a dye represented by General Formula (1):Type: ApplicationFiled: June 20, 2003Publication date: January 15, 2004Applicant: KONICA CORPORATIONInventors: Mari Takahashi, Satoru Ikesu, Takatugu Suzuki, Kyoko Iwamoto
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Patent number: 6673625Abstract: The present invention provides formulae for fluorescent compounds that have a number of properties which make them uniquely suited for use in sensors of analytes such as saccharides. The advantageous fluorescent properties include favorable excitation wavelengths, emission wavelengths, fluorescence lifetimes, and photostability. Additional advantageous properties include enhanced aqueous solubility, as well as temperature and pH sensitivity. The compound comprises an aryl or a substituted phenyl botonic acid that acts as a substrate recognition component, a fluorescence switch component, and a fluorophore. Fluorescent compounds are described that are excited at wavelengths greater than 400 nm and emit at wavelengths greater than 450 nm, which is advantageous for optical transmission through skin. The fluorophore is typically selected from transition metal-ligand complexes and thiazine, oxazine, oxazone, or oxazine-one as well as anthracene compounds.Type: GrantFiled: March 30, 2001Date of Patent: January 6, 2004Assignees: The Regents of the University of California, MiniMed Inc.Inventors: Joe H. Satcher, Jr., Stephen M. Lane, Christopher B. Darrow, Douglas R. Cary, Joe Anh Tran
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Patent number: 6670380Abstract: Compounds are provided having the formula: wherein A, Q, and X are as described herein. A method is also provided for treating diabetes and related diseases, especially Type II diabetes, employing such compounds alone or in combination with other antidiabetic agents such as metformin, glyburide, troglitazone and/or insulin.Type: GrantFiled: November 20, 2001Date of Patent: December 30, 2003Assignee: Bristol-Myers Squibb Co.Inventors: Richard Sulsky, Jeffrey A. Robl
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Publication number: 20030232984Abstract: The method of this invention prepares acylated cyclic compounds by contacting phenyl esters as acylating agents with cyclic compounds in the presence of a cyanide or fluoride catalyst.Type: ApplicationFiled: March 24, 2003Publication date: December 18, 2003Inventor: Paul Walter Wojtkowski
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Publication number: 20030229125Abstract: The present invention relates to a compound of the formula (I) or salt thereof 1Type: ApplicationFiled: June 21, 2002Publication date: December 11, 2003Inventors: Klaus Haaf, Lothar Willms, Thomas Auler, Hubert Menne, Hermann Bieringer
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Patent number: 6656958Abstract: The present invention is directed to a series of substituted pyridine compounds, a method for selectively controlling neurotransmitter release in mammals using these compounds, and pharmaceutical compositions containing these compounds. Preferred compounds are 3′-(5′- and/or 6′-substituted) pyridyl ethers.Type: GrantFiled: February 1, 2001Date of Patent: December 2, 2003Assignee: Abbott LaboratoriesInventors: Nan-Horng Lin, Liming Dong
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Patent number: 6653258Abstract: Fungicidal compounds of the formula (I): and stereoisomers thereof, wherein R1 is optionally substituted aryl or optionally substituted heteroaryl; Y is oxygen, sulphur or NR4; R2, R3 and R4, which may be the same or different, are hydrogen, C1-4 alkyl or C2-4 alkenyl; X is halogen, C1-4 alkyl, C2-4 alkenyl, C1-4 alkoxy, nitro or cyano, and n is 0 or an integer of 1 to 4; provided that when Y is oxygen, n is 0 and R1 is unsubstituted phenyl at least one of R2 and R3 is other than hydrogen or methyl.Type: GrantFiled: March 27, 1995Date of Patent: November 25, 2003Assignee: Syngenta LimitedInventors: John M Clough, Christopher R A Godfrey, Paul J de Fraine, Michael G Hutchings, Vivienne M Anthony
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Patent number: 6642260Abstract: The present invention provides a compound containing at least one sulfhydryl group and at least one NO donor group, wherein said compound contains one or more protected sulfhydryl groups linked to at least one aromatic ring or a heteroaromatic ring with a nitrogen in the ring structure, which ring is substituted by one or more substitutes bearing at least one terminal —ONO2 group. The present invention further provides pharmaceutical compositions comprising one or more of said compounds as an active ingredient.Type: GrantFiled: January 9, 2002Date of Patent: November 4, 2003Assignee: Yissum Research Development Company of The Hebrew University of JerusalemInventor: Abdullah Haj-Yehia
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Patent number: 6632823Abstract: In accordance with the present invention, a novel class of substituted pyridine compounds (optionally containing ether, ester, amide, ketone or thioether substitutions) that promote the release of ligands involved in neurotransmission have been discovered. In a particular aspect compounds of the present invention are capable of modulating acetylcholine receptors. The compounds of the present invention are capable of modulating acetylcholine receptors. Invention compounds may act as agonists, partial agonists, antagonists or allosteric modulators of acetylcholine receptors.Type: GrantFiled: December 22, 1997Date of Patent: October 14, 2003Assignee: Merck & Co., Inc.Inventors: Jean-Michel Vernier, Nicholas D. P. Cosford, Ian A. McDonald
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Patent number: 6589967Abstract: The present invention relates to novel oxime O-ether compounds represented by a general formula [I]; wherein R1 represents C1-6 alkyl, C3-6 cycloalkyl, C1-6 alkoxy, etc., m represents an integer of 1 to 4, R2 represents hydrogen atom, C1-6 alkyl, etc., R3 and R4 each independently represents hydrogen atom or C1-6 alkyl, etc., R5 represents hydrogen atom, C1-6 alkyl, etc., R6 represents C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 alkoxy, Halogen atom, etc. and n represents an integer of 1 to 4, and a fungicide for agricultural and horticultural use comprising the compound as the active ingredient.Type: GrantFiled: May 6, 2002Date of Patent: July 8, 2003Assignee: Nippon Soda Co. Ltd.Inventors: Hiroshi Sano, Tadashi Sugiura, Yuuki Nakagawa, Hiroshi Hamamura, Akira Mitani, Takahiro Ando
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Publication number: 20030087934Abstract: The present invention relates to certain substituted polyketides of formula I, 1Type: ApplicationFiled: August 5, 2002Publication date: May 8, 2003Inventors: Frederick R. Kinder, Kenneth W. Bair, Timothy M. Ramsey, Michael L. Sabio
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Patent number: 6559170Abstract: Compounds of formula (One) wherein A1, A2, A3, and A4 independently H, halogen, or methyl; E is —N═ or —CH═; G is O═ or S═; J is —O—, —NH— or —NT1— wherein T1 is alkyl having 1 to 6 carbon atoms; L1, L2, and L3 are independently H, halogen, cyano, methyl, monohalomethyl, dihalomethyl, or trihalomethyl; M is —S—, —S—(═O), or —S(═O)2—); and Q is aryl, substituted aryl, heteroaryl, or substituted heteroaryl. The compounds are useful as fungicides.Type: GrantFiled: May 23, 2002Date of Patent: May 6, 2003Assignee: Dow AgroScience LLCInventors: Robert Peter Gajewski, Neil Vincent Kirby, Brent Jeffrey Rieder, Chrislyn Marie Carson, Zhengyu Huang, Stephen Lewis Wilson
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Publication number: 20030073724Abstract: This invention relates to aryl substituted pyridines of Formula I: 1Type: ApplicationFiled: September 6, 2002Publication date: April 17, 2003Inventors: Bin Shao, R. Richard Goehring
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Publication number: 20030073581Abstract: The invention relates method of combating undesired plant growth at a locus, comprising application to the locus of an effective amount of at least one compound of formula (I): 1Type: ApplicationFiled: March 1, 2002Publication date: April 17, 2003Inventor: Thomas Maier
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Patent number: 6534656Abstract: A method of making a compound of Formula VI: wherein Tr is a triphenyl group; R1, R2 and R3 are each independently selected from the group consisting of H, C1-C4 alkyl, C1-C4 alkoxy, aryl, heteroaryl, and arylalkyl; R4 is C2-C6 alkyl, and R5 and R6 are each independently H or C1-C4 alkyl, involves the step of reacting a compound of Formula V: with Tr-OH to produce a compound of Formula VI. The compounds of Formula VI are useful as intermediates in the manufacture of antibiotic agents. Methods of making compounds of Formula V, and intermediates made or used in the foregoing methods, are also described.Type: GrantFiled: May 31, 2001Date of Patent: March 18, 2003Assignee: North Carolina State UniversityInventors: Daniel L. Comins, Shenlin Huang
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Patent number: 6534447Abstract: The invention relates to novel compounds of formula I: wherein E, A, X1, X2, X3, Z, m, x and y have the meaning given in claim 1, and the agronomically acceptable salts or N-oxides thereof, and to herbicidal compositions containing such compounds as active ingredients.Type: GrantFiled: November 8, 2000Date of Patent: March 18, 2003Assignee: BASF AktiengesellschaftInventors: Stefan Scheiblich, Thomas Maier, Helmut Baltruschat
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Patent number: 6518458Abstract: The invention to a pharmaceutical composition comprising as active principle a compound of general formula (I), in which R1, R2, R3, and A are as defined in claim 1. These compositions can be used in the treatment of pathologies associated with insulin resistance syndrome.Type: GrantFiled: July 10, 2001Date of Patent: February 11, 2003Assignee: Merck Patent GmbHInventors: Gérard Moinet, Daniel Cravo, Didier Mesangeau, Liliane Doare, Micheline Kergoat
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Patent number: 6509471Abstract: The present invention relates to 3-substituted and 2,3-disubstituted pyridine compounds which are useful as intermediates in the synthesis of pyridylsulfonylurea herbicides. The invention also relates to arylation of alcohols using a pyridinediazonium salt. More particularly the arylation process of the instant invention relates to the synthesis of 2,3-disubstituted pyridine compounds via anhydrous diazotization of 3-aminopyridines to form a diazonium salt intermediate that is then reacted with the appropriate alcohol to produce the desired product. The invention additionally relates to pyridine-3-diazonium salt intermediates.Type: GrantFiled: January 22, 2001Date of Patent: January 21, 2003Assignee: Syngenta Participations AGInventor: Dean Kent Hoglen
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Patent number: 6509379Abstract: Phenylacetic acid derivatives of the formula I where the variables are as disclosed herein, their salts, processes and intermediates for their preparation, and their use for controlling harmful fungi and animal pests.Type: GrantFiled: April 23, 1998Date of Patent: January 21, 2003Assignee: BASF AktiengesellschaftInventors: Herbert Bayer, Hubert Sauter, Klaus Oberdorf, Wassilios Grammenos, Thomas Grote, Reinhard Kirstgen, Bernd Müller, Ruth Müller, Franz Röhl, Eberhard Ammermann, Volker Harries, Gisela Lorenz, Siegfried Strathmann, Norbert Götz, Albrecht Harreus
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Patent number: 6495574Abstract: This invention is directed to poly-hydroxylated monocyclic N-heterocyclic derivatives selected from the following formulae: wherein Z1, Z2, R1, R2, R3, R4, R5, R6, and R7 are defined herein. These compounds are useful as anti-coagulants.Type: GrantFiled: May 4, 2001Date of Patent: December 17, 2002Assignee: Berlex Laboratories, Inc.Inventor: Gary B. Phillips
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Patent number: 6495571Abstract: New pyridine compounds are provided along with their method of preparation. The compounds are useful as intermediates in preparing new anticancer agents. A few of the pyridine compounds are also useful for treating cancer.Type: GrantFiled: March 25, 2002Date of Patent: December 17, 2002Assignee: Southern Research InstituteInventors: Robert F. Struck, Herbert M. Blatter, Anita Tiwari
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Patent number: 6476229Abstract: The present invention relates to a novel process for the preparation of 3-hydroxy-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide of formula I: The method comprises of the TEMPO oxidation of a primary alcohol of 3-O-protected-2-hydroxymethyl-6-alkyl-4H-pyran-4-one of formula III to 3-O-protected-6-alkyl-4-oxo-4H-pyran-2-carboxylic acid of formula II. Reaction of compound of formula II with methylamine and 1,1-carbonyldiimidazole in an inert solvent affords 3-O-protected-N, 1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide, which is deprotected to give of 3-hydroxy-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide of formula I.Type: GrantFiled: March 19, 2002Date of Patent: November 5, 2002Assignee: Apotex, Inc.Inventors: Tim F. Tam, Wanren Li
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Publication number: 20020161235Abstract: The present invention provides a compound containing at least one sulfhydryl group and at least one NO donor group, wherein said compound is a) a compound containing one or more sulfhydryl groups linked to at least one aromatic ring or a heteroaromatic ring with a nitrogen in the ring structure, which ring is substituted by one or more substituents bearing a terminal —ONO2 group; b) a 5-membered ring heterocyclic compound containing a sulfur atom and a nitrogen atom, which ring is substituted by one or more substituents bearing a terminal —ONO2 group; c) a 5-membered ring compound containing two conjugate S-atoms, which ring is linked to one or more substituents bearing a terminal—ONO2 group; or d) a compound containing an acyclic —S—S group, linked to at least one aromatic ring or a heteroaromatic ring with a nitrogen in the ring structure, which ring is substituted by one or more substituents bearing a terminal —ONO2 group.Type: ApplicationFiled: January 9, 2002Publication date: October 31, 2002Inventor: Abdullah Haj-Yehia
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Patent number: 6472412Abstract: This invention is directed to a [di(ether or thioether)heteroaryl or fluoro substituted aryl] compound or an N-oxide thereof or a pharmaceutically acceptable salt thereof, which is useful for inhibiting the production or physiological effects of TNF in the treatment of a patient suffering from a disease state associated with a physiologically detrimental excess of tumor necrosis factor (TNF). Compounds within the scope of the present invention also inhibit cyclic AMP phosphodiesterase, and are useful in treating a disease state associated with pathological conditions that are modulated by inhibiting cyclic AMP phosphodiesterase, such disease states including inflammatory and autoimmune diseases, in particular type IV cyclic AMP phosphodiesterase. The present invention is therefore directed to their pharmacological use for inhibiting TNF and/or cyclic AMP phosphodiesterase, pharmacological compositions comprising the compounds and methods for their preparation.Type: GrantFiled: January 26, 1996Date of Patent: October 29, 2002Assignee: Aventis Pharma LimitedInventors: Garry Fenton, Tahir Nadeem Majid, Malcolm Norman Palfreyman
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Patent number: 6472532Abstract: The present invention relates to a novel process for the preparation of 3-hydroxy-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide of formula I: The method comprises of the TEMPO oxidation of a primary alcohol of 3-O-protected-2-hydroxymethyl-6-alkyl-4H-pyran-4-one of formula III to 3-O-protected-4-alkyl-4-oxo-4H-pyran-2-carboxylic acid of formula II. Reaction of compound of formula II with methylamine and 1,1-carbonyidiimidazole in an inert solvent affords 3-O-protected-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide, which is deprotected to give of 3-hydroxy-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide of formula I.Type: GrantFiled: March 19, 2002Date of Patent: October 29, 2002Assignee: Apotex, Inc.Inventors: Tim F. Tam, Wanren Li
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Patent number: 6458951Abstract: Compounds of the formulae (IA) and (IB): wherein R1 is C1 to C3 alkyl optionally substituted with phenyl, Het or a N-linked heterocyclic group selected from piperidinyl and morpholinyl; wherein said phenyl group is optionally substituted by one or more substitutents selected from C1 to C4 alkoxy; halo; CN; CF3; OCF3 or C1 to C4 alkyl wherein said C1 to C4 alkyl group is optionally substituted by C1 to C4 haloalkyl or haloalkoxy either of which is substituted by one or more halo atoms; R2 is C1 to C6 alkyl and R13 is OR3 or NR5R6, or pharmaceutically or veterinarily acceptable salts thereof, or pharmaceutically or veterinarily acceptable solvates of either entity are potent and selective inhibitors of type 5 cyclic guanosine 3′,5′-monophosphate phosphodiesterase (cGMP PDE5) and have utility in the treatment of, inter alia, male erectile dysfunction (MED) and female sexual dysfunction (FSD).Type: GrantFiled: April 30, 2001Date of Patent: October 1, 2002Assignee: Pfizer IncInventors: Mark Edward Bunnage, John Paul Mathias, Stephen Derek Albert Street, Anthony Wood
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Patent number: 6451736Abstract: There is disclosed substituted thiocarboxamides compounds of the formula (I): wherein R1, R2, R3 and Z are as defined in the specification. The compounds are useful as herbicides.Type: GrantFiled: September 25, 2001Date of Patent: September 17, 2002Assignee: Bayer AktiengesellschaftInventors: Karl-Heinz Linker, Kurt Findeisen, Roland Andree, Mark-Wilhelm Drewes, Andreas Lender, Otto Schallner, Wilhelm Haas, Hans-Joachim Santel, Markus Dollinger
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Patent number: 6448273Abstract: A compound of formula I wherein R is hydrogen or a group that is removed by metabolism in vivo to provide the free hydroxy compound, R1 is an aliphatic hydrocarbon group or an aliphatic hydrocarbon group substituted by a hydroxy group or a carboxylic acid ester, sulpho acid ester or a C1-6 alkoxy, C6-aryloxy or C7-10aralkoxy ether thereof, and R3 is selected from hydrogen and C1-6 alkyl; characterized in that R2 is selected from groups (i) —CONH—R5 (ii)—CR6R6OR7 (iii) —CONHCOR5 and (iv) —CON(CnH2n+1)2 R4 is selected from hydrogen, C1-6 alkyl and a group as described for R2; R5 is selected from hydrogen and optionally hydroxy, alkoxy, aryloxy or aralkoxy substituted C1-13 alkyl, aryl and C7-13 alkyl R6 is independently selected from hydrogen and C1-13 alkyl, R7 is selected from hydrogen, C1-13 alkyl, aryl and C7-13 aralkyl or a pharmaceutically acceptable salt of any such compound and CnH2n+1 is C1-6alkyl with the proviso that the compoundType: GrantFiled: November 30, 1999Date of Patent: September 10, 2002Assignee: BTG International LimitedInventors: Robert Charles Hider, Gary Stuart Tilbrook, Zudong Liu
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Patent number: 6441010Abstract: Bi-aromatic compounds linked via a heteroethynylene radical are provided along with pharmaceutical and cosmetic compositions containing these compounds and methods for their use.Type: GrantFiled: January 25, 2001Date of Patent: August 27, 2002Assignee: Galderma Research & DevelopmentInventors: Jean-Michel Bernardon, Philippe Diaz
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Patent number: 6432990Abstract: The present invention provides novel 2-methoxyimino-2-(pyridinyloxymethyl)phenyl acetamide compounds with polyether substituents on the pyridine ring, their use as fungicidal compounds, and their use in fungicidal compositions comprising at least one of the 2-methoxyimino-2-(pyridinyloxymethyl)phenyl acetamide compounds as the active ingredient.Type: GrantFiled: January 30, 2002Date of Patent: August 13, 2002Assignee: Dow AgroSciences LLCInventors: Emily J. Canada, Carl P. Denny, Christopher S. Galka, Neil V. Kirby, Marc McKennon, Mary E. Pieczko, Rebecca L. Rezac, Brent J. Rieder, John K. Swayze, Chrislyn M. Carson, David D. Johnson, Gregory M. Kemmitt
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Patent number: 6426418Abstract: The present invention relates to a novel process for the preparation of 3-hydroxy-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide of formula I: The method comprises of the TEMPO oxidation of a primary alcohol of 3-O-protected-2-hydroxymethyl-6-alkyl-4H-pyran-4-one of formula III to 3-O-protected-6-alkyl-4-oxo-4H-pyran-2-carboxylic acid of formula II. Reaction of compound of formula II with methylamine and 1,1-carbonyldiimidazole in an inert solvent affords 3-O-protected-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide, which is deprotected to give of 3-hydroxy-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide of formula I.Type: GrantFiled: November 2, 2001Date of Patent: July 30, 2002Assignee: Apotex, Inc.Inventors: Tim F. Tam, Wanren Li
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Patent number: 6391893Abstract: New pyridine compounds are provided along with their method of preparation. The compounds are useful as intermediates in preparing new anticancer agents. A few of the pyridine compounds are also useful for treating cancer.Type: GrantFiled: January 21, 2000Date of Patent: May 21, 2002Assignee: Southern Research InstituteInventors: Robert F. Struck, Herbert M. Blatter, Anita Tiwari
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Patent number: 6392049Abstract: The present invention is directed to a process for preparing 2,4-dihydroypyridine comprising heating a compound of the formula A wherein R is H, alkyl or aralkyl and phosphoric acid where the ratio of phosphoric acid to water is not less than about 27 to 1 weight %. The invention is also directed to a process for preparing 2,4-dihydroy-3-nitropyridine comprising reacting 2,4-dihydroypyridine with nitric acid. The processes of the present invention prepare intermediates which are useful in preparing compounds which are useful for treating cardiovascular disease marked by hypertension or myocardial ischeria, ameliorating ischemic injury or myocardial infarct size, or treating hyperlipidemia or hypercholesterolemia.Type: GrantFiled: May 18, 2001Date of Patent: May 21, 2002Assignee: Aventis Pharmaceuticals Inc.Inventors: Larry K. Truesdale, James P. Sherbine, Benoit J. Vanasse
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Publication number: 20020049317Abstract: The method of this invention prepares acylated cyclic compounds by contacting phenyl esters as acylating agents with cyclic compounds in the presence of a cyanide or fluoride catalyst.Type: ApplicationFiled: April 12, 2001Publication date: April 25, 2002Inventor: Paul Walter Wojtkowski
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Patent number: 6376518Abstract: Acyl derivatives of 4-demethylpenclomedine are provided along with pharmaceutical compositions containing them and use for treating cancer. A method for preparing the derivatives is also provided.Type: GrantFiled: January 21, 2000Date of Patent: April 23, 2002Assignee: Southern Research InstituteInventor: Robert F. Struck
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Patent number: 6372766Abstract: Substituted 2-(2′-pyridyloxy)phenylacetamides I, where R1 is fluorine, chlorine, CH3 or halomethyl; R2 is fluorine, bromine, alkyl or halomethyl; R3 is hydrogen or one of the radicals mentioned under R2; and R2 is 6-chloro if R3 is hydrogen, R3 is 5-chloro if R2 is fluorine and the compound in which R1, R2 and R3 are each chlorine with the proviso that R1 may not be chlorine if R2 is 5-trifluoromethyl and R3 is hydrogen, and processes for their preparation and their use for controlling harmful fungi and animal pests are described.Type: GrantFiled: April 20, 2000Date of Patent: April 16, 2002Assignee: BASF AktiengesellschaftInventors: Wassilios Grammenos, Klaus Oberdorf, Hubert Sauter, Andreas Gypser, Herbert Bayer, Markus Gewehr, Thomas Grote, Bernd Müller, Arne Ptock, Franz Röhl, Gerhard Hamprecht, Norbert Götz, Eberhard Ammermann, Gisela Lorenz, Siegfried Strathmann
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Patent number: 6369083Abstract: The present invention provides novel 2-methoxyimino-2-(pyridinyloxymethyl) phenyl acetamide compounds with polyether substituents on the pyridine ring, their use as fungicidal compounds, and their use in fungicidal compositions comprising at least one of the 2-methoxyimino-2-(pyridinyloxymethyl)phenyl acetamide compounds as the active ingredient.Type: GrantFiled: September 16, 1999Date of Patent: April 9, 2002Assignee: Dow AgroSciences LLCInventors: Emily J. Canada, Carl P. Denny, Christopher S. Galka, Neil V. Kirby, Marc McKennon, Mary E. Pieczko, Rebecca L. Rezac, Brent J. Rieder, John K. Swayze, Chrislyn M. Carson, David D. Johnson, Gregory M. Kemmitt